CAS: 928-89-2; 6-Chlorohex-1-Ene

该化合物是用于有机合成和特殊化学应用的多用途氯化烷中间体,其结构具有终端双联和活性氯烷基体,能够用于交叉反应,循环和聚合物改造.该化合物由于其双功能反应作用而成为药品,农用化学品和功能化材料的宝贵前体.其相对稳定但反应性允许在受控制条件下进行选择性转化.氯乙烯骨骼在将丙基链或循环结构引入目标分子方面特别有用.建议由于对湿度的敏感度和潜在的聚合倾向,在惰性条件下进行适当处理.

英文名称6-Chlorohex-1-Ene
中文名称6-氯己-1-烯
IUPAC名称6-chlorohex-1-ene
其它别名6氯1己烯; 6-Chlorohex-1-Ene
CAS编号928-89-2
MFCD编号:MFCD00039391
EINECS号:213-186-5
FDA UNII编号:F54S6C1C6H
分子式:C6H11Cl
分子量:118.6
产品CID: 1967656
产品分类有机原料→分子砌块→脂肪链类化合物

相似结构搜索
InChIKey: BLMIXWDJHNJWDT-UHFFFAOYSA-N
InChI=1S/C6H11Cl/c1-2-3-4-5-6-7/h2H,1,3-6H2…
计算化学: 氢键受体数0.0氢键供体数0.0可旋转键数4.0

相似化合物

872-17-3 871-90-9 1002-70-6

MSDS等安全信息

GHS象形图
GHS符号GHS02 & GHS07;
注释: Flame & Exclamation mark
危险类别易燃液体类别3
特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
警示词Warning(警告)
危险描述H226 |易燃液体和蒸气.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P210-P233-P240-P241-P242-P243-P261-P264-P271-P280-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P362+P364-P370+P378-P403+P233-P403+P235-P405-P501
危险等级3
UN编号3295.0
危险品标志Xi
包装等级Ⅲ
安全声明16-26-36-37/39
危险类别码10-36/37/38
WGK Germany3

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

合成工艺路线路线简述

合成目标产物 6-Chlorohex-1-Ene 主要起始原料 Diethyl Malonate
10297-06-0 = 928-89-2
反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium,Silver Solvents: Ethanol; 1.5 H,Rt
标题:Design Of Core-Pd/shell-Ag Nanocomposite Catalyst For Selective Semihydrogenation Of Alkynes
作者:Mitsudome,Takato; Urayama,Teppei; Yamazaki,Kenji; Maehara,Yosuke; Yamasaki,Jun; Et Al
参考文献:Acs Catalysis 日期:2016 卷标:6(2) 页码:666-670]

10297-06-0 = 928-89-2
反应条件:1.1 Reagents: Triethanolamine Catalysts: 2,3-Dihydroxynaphthalene,Copper (Loaded On 2,3-Dihydroxynaphthalene-Modified Tio2),Titania Solvents: Acetonitrile,Water; 7 H,329 K
标题:Visible Light-Induced Diastereoselective Semihydrogenation Of Alkynes To Cis-Alkenes Over An Organically Modified Titanium(Iv) Oxide Photocatalyst Having A Metal Co-Catalyst
作者:Fukui,Makoto; Omori,Yuya; Kitagawa,Shin-Ya; Tanaka,Atsuhiro; Hashimoto,Keiji; Et Al
参考文献:Journal Of Catalysis 日期:2019 卷标:374 页码:36-42]

10297-06-0 = 928-89-2
反应条件:1.1 Catalysts: Copper,Titania (Copper-Modified) Solvents: Isopropanol; 6 H,298 K
标题:Copper-Modified Titanium Dioxide: A Simple Photocatalyst For The Chemoselective And Diastereoselective Hydrogenation Of Alkynes To Alkenes Under Additive-Free Conditions
作者:Kominami,Hiroshi; Higa,Megumi; Nojima,Taketo; Ito,Tomohiko; Nakanishi,Kousuke; Et Al
参考文献:Chemcatchem 日期:2016 卷标:8(12) 页码:2019-2022]

6940-76-7 = 928-89-2
反应条件:1.1 Reagents: Lithium Chloride,Ammonium Bromide,Polyethylene Glycol Catalysts: Palladium Diacetate,Copper Diacetate Monohydrate Solvents: Dimethylformamide,Water; 12 H,0 °C
标题:Palladium-Catalyzed Electrochemical Allylic Alkylation Between Alkyl And Allylic Halides In Aqueous Solution
作者:Lai,Yin-Long; Huang,Jing-Mei
参考文献:Organic Letters 日期:2017 卷标:19(8) 页码:2022-2025]

10297-06-0 = 928-89-2
反应条件:1.1 Reagents: Ammonia Borane Catalysts: Gold,Titania Solvents: Ethanol; 4 H,25 °C
标题:Cis-Semihydrogenation Of Alkynes With Amine Borane Complexes Catalyzed By Gold Nanoparticles Under Mild Conditions
作者:Vasilikogiannaki,Eleni; Titilas,Ioannis; Vassilikogiannakis,Georgios; Stratakis,Manolis
参考文献:Chemical Communications (Cambridge 日期:2015 卷标:51(12) 页码:2384-2387]

1779-49-3 + 20074-80-0 = 928-89-2
反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Tetrahydrofuran; 1 H,Rt1.2 Solvents: Tetrahydrofuran; Overnight,Rt
标题:Palladium-Catalyzed Regiodivergent Hydrochlorocarbonylation Of Alkenes For Formation Of Acid Chlorides
作者:Wu,Fei; Wang,Bo; Li,Na-Qi; Yang,Hui-Yi; Ren,Zhi-Hui; Et Al
参考文献:Nature Communications 日期:2023 卷标:14(1)]

10297-06-0 = 928-89-2
反应条件:1.1 Reagents: Ammonia Borane Catalysts: Cupd (Cupd@zif-8) Solvents: Methanol; 5 Min,Rt
标题:Accelerating Chemo- And Regioselective Hydrogenation Of Alkynes Over Bimetallic Nanoparticles In A Metal-Organic Framework
作者:Li,Luyan; Yang,Weijie; Yang,Qihao; Guan,Qiaoqiao; Lu,Junling; Et Al
参考文献:Acs Catalysis 日期:2020 卷标:10(14) 页码:7753-7762]

821-41-0 = 928-89-2
反应条件:1.1 Reagents: Carbon Tetrachloride,Triphenylphosphine; 4 H,Reflux
标题:Preparation Of ω-Ethene Sulfuryl Disulfide And Its Application As Self-Assembled Monolayer
参考文献:China]

2622-05-1 = 928-89-2 [标题:Reaction Conditions
标题:Production Of Biologically Active Compounds By Catalytic Olefin Metathesis
参考文献:United States]

821-41-0 = 928-89-2
反应条件:1.1 Reagents: Thionyl Chloride; 1 H,Reflux
标题:Synthesis Of Diastereomeric 8-Fluoro-Abc-Steroid Building Blocks
作者:Essers,Michael; Haufe,Guenter
参考文献:European Journal Of Organic Chemistry 日期:2023 卷标:26(17)]

2622-05-1 = 928-89-2
反应条件:1.1 Solvents: Tetrahydrofuran; 64 H,Rt
标题:High Activity Catalyst Compositions For Alkene Polymerization Containing Silicon-Bridged Ansa-Metallocenes With Bulky Substituents
参考文献:World Intellectual Property Organization]

= 928-89-2
反应条件:1.1 Reagents: Magnesium Solvents: Diethyl Ether1.2 Solvents: Tetrahydrofuran1.3 -1.4 Reagents: Water
标题:6-Chloro-1-Hexene And 8-Chloro-1-Octene (1-Hexene,6-Chloro- And 1-Octene,8-Chloro-)
作者:Mazerolles,Pierre; Boussaguet,Paul; Huc,Vincent
参考文献:Organic Syntheses 日期:1999 卷标:76 页码:221-227]

10297-06-0 = 928-89-2
反应条件:1.1 Reagents: Isopropanol,Methyldimethoxysilane Catalysts: Zirconocene Chloride Hydride Solvents: Tetrahydrofuran; 22 H,35 °C
标题:Selective Zirconocene Hydride-Catalyzed Semi-Hydrogenation Of Terminal Alkynes
作者:Kehner,Rebecca A.; Lubaev,Alexandra E.; Rathnayake,Manjula D.; Loden,Ryan; Zhang,Ge; Et Al
参考文献:Tetrahedron 日期:2023 卷标:133]

123333-21-1 = 928-89-2 + 123333-22-2 [标题:Reaction Conditions
标题:Preparative Flash Vacuum Thermolysis. Selective Elimination Of 6-Chloro-1-Hexene From Esters Of 6-Chloro-1-Hexanol With Schoenberg Rearrangement Of The S-Methyl Xanthate
作者:Jenneskens,Leonardus W.; Hoefs,Cornelis A. M.; Wiersum,Ulfert E.
参考文献:Journal Of Organic Chemistry 日期:1989 卷标:54(24) 页码:5811-14]

6294-17-3 = 928-89-2
反应条件:1.1 Reagents: Butyllithium,Triphenylphosphine,1,8-Diazabicyclo[5.4.0]Undec-7-Ene,Bis(Triphenylphosphine)Nickel Dichloride Solvents: Tetrahydrofuran
标题:Nickel-Mediated Elimination Of Hydrogen Halide From Primary And Secondary Alkyl Bromides And Iodides. Synthetic Aspects
作者:Henningsen,Michael C.; Jeropoulos,Sotiris; Smith,Edward H.
参考文献:Journal Of Organic Chemistry 日期:1989 卷标:54(13) 页码:3015-18]

821-41-0 = 928-89-2
反应条件:1.1 Reagents: Tosyl Chloride,Pyridine; 3 H,0 °C1.2 Reagents: Hydrochloric Acid Solvents: Water1.3 Reagents: Lithium Chloride Solvents: Acetone; 3 H,50 °C; 30 Min,75 °C
标题:Cobalt-Catalyzed Directed Alkylation Of Olefinic C-H Bond With Primary And Secondary Alkyl Chlorides
作者:Yamakawa,Takeshi; Seto,Yuan Wah; Yoshikai,Naohiko
参考文献:Synlett 日期:2015 卷标:26(3) 页码:340-344]

10297-06-0 = 928-89-2
反应条件:1.1 Reagents: Hydrogen Catalysts: Ceria,Gold Solvents: Toluene; 25 H,30 Atm,120 °C
标题:Gold-Cerium Oxide Supported Composite Catalyst Supported On Alkaline Carrier And Its Manufacturing Method
参考文献:Japan]

2622-05-1 = 928-89-2
反应条件:1.1 Solvents: Tetrahydrofuran; Rt
标题:Synthesis Of 11-Methyl-13-Azabicyclo[7.3.1]Trideca-3,10-Diene,A Macrobicycle With The 9B-Azaphenalene Carbon Framework,Based On The Combination Of Allylboration And Intramolecular Metathesis
作者:Kuznetsov,N. Yu.; Khrustalev,V. N.; Strelkova,T. V.; Bubnov,Yu. N.
参考文献:Russian Chemical Bulletin 日期:2014 卷标:63(11) 页码:2502-2508]

821-41-0 = 928-89-2
反应条件:1.1 Reagents: N,N-Dimethylaniline,Thionyl Chloride Solvents: Benzene
标题:Rate Constant For Chlorine Abstraction From Carbon Tetrachloride By The 5-Hexenyl Radical
作者:Jewell,Deborah Rae; Mathew,Lukose; Warkentin,John
参考文献:Canadian Journal Of Chemistry 日期:1987 卷标:65(2) 页码:311-15

5-己烯酸置于草酰氯体系中,用 N,N-二甲基甲酰胺作为反应溶剂,化学反应 0.25H,反应生成 6-氯-1-己烯
参考文献:Mo-或w-基单芳基氧化物吡咯烷(Map)配合物催化的闭环复分解(Rcm)反应有效和选择性地形成大环双取代z烯烃:在表拉烯,柚子内酯,Ambrettolide,埃坡霉素c和nakadomarin全合成中的应用一种
标题:Mo-或w-基单芳基氧化物吡咯烷(Map)配合物催化的闭环复分解(Rcm)反应有效和选择性地形成大环双取代z烯烃:在表拉烯,柚子内酯,Ambrettolide,埃坡霉素c和nakadomarin全合成中的应用一种
摘要:描述了通过催化闭环复分解 (Rcm)高效z选择性形成大环双取代烯烃的第一套广泛适用的方案.在 22 oc 下,使用 1.2-7.5 Mol% 的 Mo 或 W 基单芳基氧化物吡咯烷 (Map) 络合物进行环化,通常在两小时内完成转化.代表性的大环烯烃的合成证明了实用性,例如天然产物柚子内酯(13 元环:73 % Z)表漆烯(15 元环:91 % Z),Ambrettolide(17 元环:91 % Z),埃坡霉素 C 和 A(16 元环:高达 97 % Z)和 Nakadomarin A(15 元环:高达97 % Z)的高级前体z).我们表明,催化z选择性环化可以在克级有效地进行,复杂的分子起始材料和催化剂可以在空气中处理.我们阐明了催化协议的几个关键原则:1) Mo 催化剂的互补性质,提供高活性,但更容易产生 Rcm 后立体异构化,而 W 变体提供较低的活性但不太倾向于导致失去动力学z选择性.2)
DOI:10.1002/chem.201204045

海关参考信息

2901210000-乙烯
2901220000-丙烯
2903110000-一氯甲烷及氯乙烷
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详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-8569560-B2
优先权日:2006-10-13
标题 :Synthesis of terminal alkenes from internal alkenes via olefin metathesis
发明人：SCHRODI YANN; PEDERSON RICHARD L; KAIDO HIROKI; TUPY MICHAEL J
权利人:ELEVANCE RENEWABLE SCIENCES
摘要:This disclosure relates generally to olefin metathesis, and more particularly relates to the synthesis of terminal alkenes from internal alkenes using a cross-metathesis reaction catalyzed by an olefin metathesis catalyst. According to one aspect, for example, a method is provided for synthesizing a terminal olefin, the method comprising contacting, in the presence of a ruthenium alkylidene metathesis catalyst, an olefinic substrate comprised of at least one internal olefin with a cross metathesis partner comprised of an alpha olefinic reactant, under reaction conditions effective to allow cross-metathesis to occur, wherein the reaction conditions include a reaction temperature of at least 35Â° C. The methods, compositions, reactions and reaction systems herein disclosed have utility in the fields of catalysis, organic synthesis, and industrial chemistry.

专利号:US-6215019-B1
优先权日:1998-09-01
标题 :Synthesis of 5-decenyl acetate and other pheromone components
发明人：PEDERSON RICHARD L; GRUBBS ROBERT H
权利人:TILLIECHEM INC
摘要:The present invention relates to syntheses of 5-decenyl acetate, the major component in Peach Twig Borer pheromone, and other pheromone components. The syntheses entails few reaction steps, use commercially available starting materials, and have relatively short process times. A preferred embodiment of the syntheses involves self-metathesizing 1-hexene in the presence of Grubbs' catalyst, [(PCy3)2Cl2]Ru=CHPh. The resulting 5-decene is then reacted with an alcohol or acetate protected hexene under vacuum to yield 5-decenyl acetate. These syntheses produce good yields without the need for expensive or sophisticated equipment.

专利号:WO-2015008097-A1
优先权日:2013-07-19
标题:Asymmetric synthesis of chiral compounds
发明人：FLETCHER STEPHEN PATRICK; PORTELA MIREIA SIDERA; YOU HENGZHI; RIDEAU EMELINE
权利人:ISIS INNOVATION; FLETCHER STEPHEN PATRICK; PORTELA MIREIA SIDERA; YOU HENGZHI; RIDEAU EMELINE
摘要:The present invention provides processes for the production of chiral compounds in a stereoisomeric excess, the processes comprising: (i) contacting a first compound comprising an alkene or alkyne bond with a hydrometallating agent, wherein the first compound and the hydrometallating agent are contacted under conditions such that the first compound is hydrometallated by said hydrometallating agent; and (ii) contacting the hydrometallated first compound with a second compound comprising an allylic group, wherein the hydrometallated first compound and the second compound are contacted under conditions such that they undergo an asymmetric allylic alkylation reaction in which a carbon atom of the hydrometallated first compound binds to a carbon atom of said allylic group, forming a stereoisomeric excess of a compound having a chiral centre in an allylic position, said chiral centre being located at the carbon atom bound by said first compound, wherein said asymmetric allylic alkylation reaction is performed in the presence of a metal catalyst comprising a chiral ligand. In particular, the present invention provides processes for the production of a stereoisomeric excess of a compound of the formula (IA), (IB), (IA') or (IB') as defined herein.

专利号:US-4701514-A
优先权日:1984-03-06
标题:Difunctionalized polyarylene polyethers and process for preparation thereof
发明人：PERCEC VIRGIL
权利人:GOODRICH CO B F
摘要:Oligomers of polyarylene polyethethers (PAPE) having a mol wt &upbar& M in the range from 1000 to about 10,000 are converted to difunctionalized oligomers so as, in the first instance, to provide a reactive double bond (for example, a vinylbenzyl group) at each end of the PAPE; and, in the second instance, to provide a triple bond (benzylethynyl group) at each end of the PAPE. The PAPE most preferably has a repeating unit which is the residuum of two dihydric phenols or thiophenols ('DHP') linked through a C=O, -S-S-, or -SO2-group, or a Si or C atom, and or ether O, or thioether S atoms. The preferred repeating unit is formed by reaction of a DHP such as bisphenol A (BPA) with a halogenated DHP such as dichlorophenyl sulfone (DCPS) so as to provide an alternating configuration. The repeating unit may also include a linking residue of a reactive solvent which residue provides chain extension in the backbone. An oligomer which is a homopolymer having a repeating unit in which at least four benzenoid rings are connected through ether O atoms, may also be difunctionalized. In particular, alpha , omega -di(phenol)aromatic polyether sulfone oligomers ('APS') are esterified so as to have terminal methacrylyl groups; and, etherified so as to have styryl end groups which are thermally crosslinkable. Illustrated are APS oligomers having BPA-DPS repeating units. The BPA moiety may be replaced with other diphenols. The synthesis of PAPE oligomers with terminal double bonds is carried out with a fast and quantitative modified Williamson etherification of the PAPE with an electrophilic haloalkyl reactant ('HAR') such as chloromethylstyrene ('CIMS') in the presence of a major molar amount (more than 50 mol% based on the number of moles of OH or SH groups originally present in the APS) of a phase transfer catalyst ('PTC') such as tetrabutylammonium hydrogen sulfate ('TBAH'). The vinyl groups at each end of the oligomer may then be converted to ethynyl groups by bromination of the DAPS in CH2Cl2 or CHCl3, followed by dehydrobromination in the presence of potassium-tertbuoxide (K-t-Bu''). The glass transition temperature (Tg) of the di(styrenated)APS after thermal curing is unexpectedly much higher than that of the APS from which it is derived.

专利号:US-2013035532-A1
优先权日:2006-10-13
标题 :Synthesis of terminal alkenes from internal alkenes via olefin metathesis

专利号:US-2010145086-A1
优先权日:2006-10-13
标题:Synthesis of Terminal Alkenes From Internal Alkenes Via Olefin Metathesis

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合成参考文献

摘要:Li, Y.; Xie, W.; Jiang, X., Science of Synthesis Knowledge Updates, (2016) 2, 27.
摘要:Kantchev, E. A. B.; Organ, M. G., Science of Synthesis, (2009) 48, 38.
摘要:Lete, E.; Sotomayor, N., Science of Synthesis Knowledge Updates, (2011) 4, 203.
摘要:Wirth, T.; Singh, F. V., Science of Synthesis Knowledge Updates, (2017) 1, 435.
摘要:Fusano, A.; Ryu, I., Science of Synthesis: Multicomponent Reactions, (2013) 2, 427.

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CAS: 928-89-2; 6-Chlorohex-1-Ene

相似化合物

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欧盟法规

上下游产品

合成工艺路线路线简述

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